Facile Synthesis of Highly Efficient Phenyltetraene-Based Nonlinear Optical Chromophores for Electrooptics

Jingdong Luo; Yen-Ju Cheng; Tae-Dong Kim; Steven Hau; Sei-Hum Jang; Zhengwei Shi; Xing-Hua Zhou; Alex K-Y. Jen

doi:10.1021/ol060178b

Facile Synthesis of Highly Efficient Phenyltetraene-Based Nonlinear Optical Chromophores for Electrooptics

Jingdong Luo, Yen-Ju Cheng, Tae-Dong Kim, Steven Hau, Sei-Hum Jang, Zhengwei Shi, Xing-Hua Zhou, Alex K-Y. Jen^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

95 Citations (Scopus)

Abstract

A facile synthetic route has been developed to convert an electron-rich, sterically hindered dialkylaminodienone into a conjugated dialkylaminotrienal with good yield. The derived dialkylaminotetraene-type nonlinear optical chromophores possess an all-trans conformation and can be functlonalized with fluoro-dendron to provide proper shape modification for poling. Polymers doped with two examples of these chromophores in high concentrations have been poled to afford ultra-large electrooptic coefficients (r₃₃) of 208 and 262 pm/V, respectively, at the measuring wavelength of 1.31 μm.

Original language	English
Pages (from-to)	1387-1390
Journal	Organic Letters
Volume	8
Issue number	7
Online published	11 Mar 2006
DOIs	https://doi.org/10.1021/ol060178b
Publication status	Published - 30 Mar 2006
Externally published	Yes

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title = "Facile Synthesis of Highly Efficient Phenyltetraene-Based Nonlinear Optical Chromophores for Electrooptics",

abstract = "A facile synthetic route has been developed to convert an electron-rich, sterically hindered dialkylaminodienone into a conjugated dialkylaminotrienal with good yield. The derived dialkylaminotetraene-type nonlinear optical chromophores possess an all-trans conformation and can be functlonalized with fluoro-dendron to provide proper shape modification for poling. Polymers doped with two examples of these chromophores in high concentrations have been poled to afford ultra-large electrooptic coefficients (r33) of 208 and 262 pm/V, respectively, at the measuring wavelength of 1.31 μm.",

author = "Jingdong Luo and Yen-Ju Cheng and Tae-Dong Kim and Steven Hau and Sei-Hum Jang and Zhengwei Shi and Xing-Hua Zhou and Jen, {Alex K-Y.}",

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doi = "10.1021/ol060178b",

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T1 - Facile Synthesis of Highly Efficient Phenyltetraene-Based Nonlinear Optical Chromophores for Electrooptics

AU - Luo, Jingdong

AU - Cheng, Yen-Ju

AU - Kim, Tae-Dong

AU - Hau, Steven

AU - Jang, Sei-Hum

AU - Shi, Zhengwei

AU - Zhou, Xing-Hua

AU - Jen, Alex K-Y.

PY - 2006/3/30

Y1 - 2006/3/30

N2 - A facile synthetic route has been developed to convert an electron-rich, sterically hindered dialkylaminodienone into a conjugated dialkylaminotrienal with good yield. The derived dialkylaminotetraene-type nonlinear optical chromophores possess an all-trans conformation and can be functlonalized with fluoro-dendron to provide proper shape modification for poling. Polymers doped with two examples of these chromophores in high concentrations have been poled to afford ultra-large electrooptic coefficients (r33) of 208 and 262 pm/V, respectively, at the measuring wavelength of 1.31 μm.

AB - A facile synthetic route has been developed to convert an electron-rich, sterically hindered dialkylaminodienone into a conjugated dialkylaminotrienal with good yield. The derived dialkylaminotetraene-type nonlinear optical chromophores possess an all-trans conformation and can be functlonalized with fluoro-dendron to provide proper shape modification for poling. Polymers doped with two examples of these chromophores in high concentrations have been poled to afford ultra-large electrooptic coefficients (r33) of 208 and 262 pm/V, respectively, at the measuring wavelength of 1.31 μm.

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U2 - 10.1021/ol060178b

DO - 10.1021/ol060178b

M3 - RGC 21 - Publication in refereed journal

SN - 1523-7060

VL - 8

SP - 1387

EP - 1390

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

Facile Synthesis of Highly Efficient Phenyltetraene-Based Nonlinear Optical Chromophores for Electrooptics

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